-
Home
›
-
Short Lines
›
-
Winchester & Western Railroad
Winchester & Western Railroad: Map, Roster, History
Last revised: September 10, 2024
By: Adam Burns
The Winchester and Western Railroad (reporting marks, WW) today operates a railroad of some
50+ miles with its history dating as far back as 1916.
The W&W was
originally built to haul timber and for many years supplied parent
Baltimore & Ohio Railroad with railroad ties.
Winchester, Virginia,
where the W&W connected with the B&O, one of its only
connections into the state although the trunk line had ambitions of
reaching deep into the Commonwealth.
Today, the Winchester and Western hauls a variety of materials due to
its connection with both eastern Class I railroads, CSX Transportation
and Norfolk Southern Railway.
And, the railroad was given the name "Ol'
Weak and Weary" by Winchester area residents due to its sporadic
activity along its stretch of line between the city and Gore, Virginia
(which is only used to serve a sand quarry).
The Winchester and Western Railroad dates back to the summer of 1916
when it was chartered to connect Hardy and Hampshire Counties in West
Virginia with southwestern Frederick County in Virginia to haul timber
products and railroad ties to a connection with the Baltimore & Ohio at Winchester.
Originally, the W&W was to be constructed
as a three-foot narrow gauge line but eventually it was decided to build
the railroad as a standard-gauge operation.
The W&W was contracted to Intermountain Construction Company for actual grading of the line. Interestingly, due to the ongoing World War I at the time and lack of heavy machinery to build the line Intermountain had to resort to much more antiquated practices including sledgehammers, mules, and general manual labor.
By 1918 the first section of the line was complete between Gore and
Winchester, opening in January of that year.
Three years later on May
25, 1921 the Winchester and Western Railroad was officially completed
between Winchester, Virginia and Wardensville, West Virginia.
West
Virginia Governor John J. Cornwell marked the occasion by giving a
grand speech on the new line's importance to the region; of note, two
years earlier in the summer of 1919 a golden spike ceremony had been
held at Capon Springs as the railroad neared completion.
The railroad stretched about 40 miles in length along its new
route although it connected no significant communities between its two
major towns.
The route roughly resembled an upside-down "L" and quickly
began hauling vast amounts of timber thanks its subsidiary company the
Winchester Lumber Company which
owned a large amount of land in the area.
While the railroad never had
significant passenger train operations it did run several railbuses
which were popular with the local communities along the line.
A shirtless conductor aboard Winchester & Western RS11 #863 takes in the passing scenery as the Sand Man Turn rolls through the Virginia countryside on its way to Gore on a very hot July 10, 1992.
During the early 1920s the W&W reached its peak when it chartered a
new railroad, the Lost River Railroad, to build and operate three,
three-foot narrow-gauge lines radiating from Wardensville to further tap
timber interests in the region.
Unfortunately, with the Great Depression
setting in later that decade these lines were used for only a short
period of time before they were eventually abandoned.
The railroad remained a profitable operation but after the timber played out in the area in the mid-1930s and with increased competition to automobiles, the W&W began cutting began back operations as early as the 1940s when it abandoned its line between Gore and Wardensville.
Interestingly, the company left the line in place as far as the Virginia/West Virginia state line for many years but by 1970 the railroad was operating just 18 miles of track.
When Alco's roamed on the Winchester & Western, RS11's lead the "Sand Man Turn" across U.S. 50 just south of Hayfield, Virginia on July 10, 1992. Wade Massie photo.
Interestingly, it was in the mid-1980s that the W&W began to see a
rebirth. In 1986 it purchased the former Pennsylvania Railroad's route
between Winchester to Williamsport, Maryland from Conrail.
This gave
the railroad essentially a new main line between Winchester, north to
Hagerstown (which again allowed it to field
a main line about 40 miles in length).
Locomotive Roster
New Jersey Division
| Builder |
Model Type |
Road Number |
Date Built |
Quantity |
| EMD | GP9 | 459, 475, 517, 520, 732, 811 | 1955-1959 (Ex-NKP, Ex-NYC) | 6 |
| EMD | GP10 | 575 | 1959 (Ex-PRR GP9) | 1 |
Virginia Division
| Builder |
Model Type |
Road Number |
Date Built |
Quantity |
| Alco | MT-4 | 107, 120 | 1957/74 (Ex-PRR RS11) | 2 |
| EMD | GP9 | 403, 445, 498, 709 | 1954-1956 (Ex-SP, Ex-PRR, Ex-NKP) | 4 |
| EMD | GP10 | 572, 8066 | 1954, 1959 (Ex-NKP and Ex-IC GP9s) | 2 |
Then, a year later in 1987 it picked up three small short lines in the state of New Jersey (whose trackage was originally built by the Central Railroad of New Jersey), further increasing its size and reach.
Today, its two unconnected systems are known as its "Virginia Division" and "New Jersey Division".
The W&W's current roster is an all-EMD fleet, made up almost entirely of GP9s and GP10s. For a bit more reading about the W&W's original route to Wardensville, West Virginia please click here.
-
Mar 06, 26 09:00 AM
Among Cape Cod Central's lineup of specialty trips, the railroad’s Rails & Ales Beer Tasting Train stands out as a “best of both worlds” event.
Read More
-
Mar 06, 26 08:57 AM
Today, EBT’s rebirth has introduced a growing lineup of experiences, and one of the most enticing for adult visitors is the Broad Top Brews Train.
Read More
-
Mar 06, 26 08:55 AM
Among IRE’s most talked-about offerings is the Wine & Whiskey Train—an adults-only, evening-style trip that leans into the best parts of classic rail travel: atmosphere, comfort, and a little cele…
Read More
-
Mar 06, 26 08:53 AM
One of the GSMR's most distinctive special events is Spirits on the Rail, a bourbon-focused dining experience built around curated drinks and a chef-prepared multi-course meal.
Read More
-
Mar 06, 26 08:50 AM
This article takes you through the experience of wine tasting train rides in Arkansas, highlighting their offerings, routes, and the delightful blend of history, scenery, and flavor that makes them so…
Read More
-
Mar 06, 26 08:49 AM
This article explores the charm, routes, and offerings of these unique wine tasting trains that traverse California’s picturesque landscapes.
Read More
-
Mar 05, 26 01:52 PM
Construction is underway on a long-anticipated roundhouse exhibit building at the Railroad Museum of Pennsylvania in Strasburg, a project designed to preserve several of the most historically signific…
Read More
-
Mar 05, 26 09:53 AM
Wisconsin might not be the first state that comes to mind when one thinks of wine, but this scenic region is increasingly gaining recognition for its unique offerings in viticulture.
Read More
-
Mar 05, 26 09:50 AM
While the state might not be the first to come to mind when one thinks of wine or train travel, the unique concept of wine tasting trains adds a refreshing twist to the Alabama tourism scene.
Read More
-
Mar 05, 26 09:49 AM
Just minutes from downtown Sacramento, the River Fox Train has carved out a niche that’s equal parts scenic railroad, social outing, and “pick-your-own-adventure” evening on the rails.
Read More
-
Mar 05, 26 09:48 AM
For visitors who love experiences (not just attractions), Woodstown Central’s dinner-and-dining style trains have become a signature offering—especially for couples’ nights out, small friend groups, a…
Read More
-
Mar 05, 26 09:46 AM
Amidst the rolling hills and scenic landscapes of Tennessee, an exhilarating and interactive experience awaits those with a taste for mystery and intrigue.
Read More
-
Mar 05, 26 09:16 AM
When it comes to experiencing the allure of crime-solving sprinkled with delicious dining, California's murder mystery dinner train rides have carved a niche for themselves among both locals and touri…
Read More
-
Mar 04, 26 11:32 PM
Rail enthusiasts in Northern California will have a rare opportunity this spring as Union Pacific 4014 — the world’s largest operating steam locomotive — is scheduled to visit the Western Pacific Rail…
Read More
-
Mar 04, 26 10:57 PM
Canadian Pacific Kansas City (CPKC) announced on March 3 that it established a new company record for grain transportation during the month of February.
Read More
-
Mar 04, 26 01:57 PM
The Hunterdon Wine Express returns for its 2026 season from April through September, offering a four-hour wine country experience that combines historic rail travel, guided wine tasting, lunch, and ti…
Read More
-
Mar 04, 26 11:43 AM
Climb aboard the Mt. Rainier Scenic Railroad for a whiskey tasting adventure by train!
Read More
-
Mar 04, 26 11:39 AM
Among Illinois's scenic train rides, one of the most unique and captivating experiences is the murder mystery excursion.
Read More
-
Mar 04, 26 11:18 AM
Short line and industrial railroad operator OmniTRAX has completed the restoration of a vintage business car “Savannah Sunrise," built in 1959 by National Steel Car.
Read More
-
Mar 04, 26 10:42 AM
Canadian National (CN) announced today the launch of its America250 celebration, unveiling two specially painted locomotives that will operate across the railroad’s U.S. network in tribute to the upco…
Read More
-
Mar 04, 26 10:29 AM
There are currently murder mystery dinner trains offered in Vermont but until recently the Champlain Valley Dinner Train offered such a trip!
Read More
-
Mar 04, 26 10:25 AM
Here’s a detailed look at where and how to ride, what to expect, and practical tips to make the most of wine tasting by rail in Washington.
Read More
-
Mar 04, 26 10:21 AM
Kentucky, often celebrated for its rolling pastures, thoroughbred horses, and bourbon legacy, has been cultivating another gem in its storied landscapes; enjoying wine by rail.
Read More
-
Mar 03, 26 04:32 PM
Canadian Pacific Kansas City (CPKC) today officially unveiled a striking new commemorative locomotive, KCS 1776, a specially painted Tier 4 ET44AC designed to celebrate the upcoming 250th anniversary…
Read More
-
Mar 03, 26 11:54 AM
The Illinois Railway Museum announced on March 3, 2026 it had completed Barn 15, adding 2000 feet of indoor storage space.
Read More
-
Mar 03, 26 10:14 AM
If you’re looking for the most “Bryson City” way to combine railroading and local flavor, the Smoky Mountain Beer Run is the one to circle on the calendar.
Read More
-
Mar 03, 26 09:59 AM
While the Naugatuck Railroad runs a variety of trips throughout the year, one event has quickly become a “circle it on the calendar” outing for fans of great food and spirited tastings: the BBQ & Bour…
Read More
-
Mar 03, 26 09:55 AM
Among Sky Railway's most theatrical offerings is “A Murder Mystery,” a 2–2.5 hour immersive production that drops passengers into a stylized whodunit on the rails.
Read More
-
Mar 03, 26 09:50 AM
Among the lesser-known treasures of this state are the intriguing murder mystery dinner train rides—a perfect blend of suspense, dining, and scenic exploration.
Read More
-
Mar 03, 26 09:45 AM
Wine by train not only showcases the beauty of Florida's lesser-known regions but also celebrate the growing importance of local wineries and vineyards.
Read More
-
Mar 03, 26 09:43 AM
This article invites you on a metaphorical journey through some of these unique wine tasting train experiences in Texas.
Read More
-
Mar 02, 26 10:32 PM
The Nevada State Railroad Museum has stated they have acquired Amtrak F40PHR 315 from Western Rail, Inc. where it will be used for static display.
Read More
-
Mar 02, 26 09:42 PM
In October 2025, the Virginia Railway Express (VRE) reached one of the most significant milestones in its history, officially carrying its 100 millionth passenger since beginning operations more than…
Read More
-
Mar 02, 26 11:29 AM
The Railroad Museum of New England's efforts to completely restore New Haven RS3 529 to operating condition as they provide the latest updates on the project.
Read More
-
Mar 02, 26 10:17 AM
One of the most anticipated steam locomotive restorations in modern preservation reached a major milestone this week as American Freedom Train 4-8-4 No. 250 successfully completed a federally observed…
Read More
-
Mar 02, 26 10:00 AM
On select dates, the French Lick Scenic Railway adds a social twist with its popular Beer Tasting Train—a 21+ evening built around craft pours, rail ambience, and views you can’t get from the highway.
Read More
-
Mar 02, 26 09:54 AM
You can enjoy whiskey tasting by train at just one location in Maryland, the popular Western Maryland Scenic Railroad based in Cumberland.
Read More
-
Mar 02, 26 09:46 AM
There is currently just one location in California offering whiskey tasting by train, the famous Skunk Train in Fort Bragg.
Read More
-
Mar 02, 26 09:42 AM
Among the state's railroad attractions, murder mystery dinner trains stand out as a captivating fusion of theatrical entertainment, fine dining, and scenic travel.
Read More
-
Mar 02, 26 09:32 AM
This article will delve into the history, offerings, and appeal of wine tasting trains in New York, guiding you through a unique experience that combines the romance of the rails with the sophisticati…
Read More
-
Mar 02, 26 09:30 AM
In this article, we’ll delve into the world of Michigan’s wine tasting train experiences that cater to both wine connoisseurs and railway aficionados.
Read More
-
Mar 01, 26 11:26 PM
In October 2025, Norfolk Southern Railway reached one of the most significant mechanical milestones in modern North American railroading, announcing completion of its 1,000th DC-to-AC locomotive conve…
Read More
-
Mar 01, 26 10:11 AM
California is home to many tourist railroads and museums; several offer Easter-themed train rides for the entire family.
Read More
-
Mar 01, 26 10:09 AM
The springs are typically warm and balmy in the Tarheel State and a few tourist trains here offer Easter-themed train rides.
Read More
-
Mar 01, 26 10:05 AM
Maryland is known for its scenic landscapes, historical landmarks, and vibrant culture, but did you know that it’s also home to some of the most thrilling murder mystery dinner trains?
Read More
-
Mar 01, 26 10:03 AM
Murder mystery dinner trains offer an enticing blend of suspense, culinary delight, and perpetual motion, where passengers become both detectives and dining companions on an unforgettable journey.
Read More
-
Mar 01, 26 10:01 AM
In this article, we'll delve into the experience of wine tasting trains in Indiana, exploring their routes, services, and the rising popularity of this unique adventure.
Read More
-
Mar 01, 26 09:58 AM
For wine enthusiasts and adventurers alike, South Dakota introduces a novel way to experience its local viticulture: wine tasting aboard the Black Hills Central Railroad.
Read More
-
Feb 28, 26 11:02 PM
The Metro-North Railroad marked Veterans Day 2025 with the unveiling of a striking new heritage locomotive honoring the service and sacrifice of America’s military veterans.
Read More
-
Feb 28, 26 08:46 AM
For whiskey aficionados and history buffs alike, a train ride through the Keystone State offering such spirits provides a unique and memorable experience.
Read More